Two weeks ago, Roddick announced in a press conference at the U.S. Open that he was planning on retiring from professional tennis after the tournament. Via ESPN:

"I know people will view it as a career, the last little while, of some hard knocks," Roddick said during the first week of the US Open. "I got to play before crowds, play in Wimbledon finals, be the guy on a Davis Cup team for awhile. Those are opportunities not a lot of people get. So as much as I was disappointed and frustrated at times, I'm not sure that I ever felt sorry for myself or begrudged anybody any of their success.”

Roddick's career was highlighted by his 2003 U.S. Open title, 2007 Davis Cup title and 2009 appearance in the Wimbledon final. He also carried the weight of the expectations for American men throughout his 12-year career.

The matches ESPN Classic will air (in order) include the 2003 Australian Open quarterfinal vs. Younes El Ayanoui; the 2009 Wimbledon final vs. Roger Federer; the 2003 U.S. Open semifinal vs. David Nalbandian; the 2003 U.S. Open final vs. Juan Carlos Ferrero; and the final match of his career, vs. Juan Martin Del Potro.